CDDO-Im (CDDO-Imidazolide, RTA-403,  TP-235) is an activator of nuclear factor erythroid 2 - related factor 2 (Nrf2) and peroxisome proliferator-activated receptor (PPAR). CDDO-Im can bind to PPARα and PPARγ with corresponding Ki values of 232 nM and 344 nM, respectively. CDDO-Im inhibits inflammation and tumor growth in vivo.

 

Brand: BCM

 

Target: Others; Ferroptosis; Nrf2; PPAR

 

Signaling Pathways: Apoptosis; Cell Cycle/Checkpoint; DNA Damage/DNA Repair; Immunology/Inflammation; Metabolism; Others

 

In Vitro: CDDO-Im is highly active in suppressing cellular proliferation of human leukemia and breast cancer cell lines (IC50, 10–30 nM). In U937 leukemia cells, CDDO-Im also induces monocytic differentiation as measured by increased cell surface expression of CD11b and CD36. CDDO-Im has significant actions independent of PPAR transactivation.

 

Melting Point: >164°C (dec.)

 

Boiling Point: 681.8±65.0 °C(Predicted)

 

pKa: 3.47±0.10(Predicted)

 

Solubility: Soluble in DMSO. Insoluble in Water; insoluble in Ethanol.

 

Stability: Light Sensitive

 

Isomeric SMILES: C[C@@]12CC[C@]3(CCC(C[C@H]3[C@H]1C(=O)C=C4[C@]2(CC[C@@H]5[C@@]4(C=C(C(=O)C5(C)C)C#N)C)C)(C)C)C(=O)N6C=CN=C6  

 

InChIKey: ITFBYYCNYVFPKD-FMIDTUQUSA-N  

 

InChI: InChI=1S/C34H43N3O3/c1-29(2)10-12-34(28(40)37-15-14-36-20-37)13-11-33(7)26(22(34)18-29)23(38)16-25-31(5)17-21(19-35)27(39)30(3,4)24(31)8-9-32(25,33)6/h14-17,20,22,24,26H,8-13,18H2,1-7H3/t22-,24-,26-,31-,32+,33+,34-/m0/s1

 

Attribute
[Chem Name]	(4aR,6aR,6aS,6bR,8aS,12aS,14bS)-8a-(imidazole-1-carbonyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
[Synonym]	CDDO-Im; RTA-403; TP-235; CDDO-Imidazolide
[CAS No.]	443104-02-7
[MDL No.]	MFCD12756341
[Formula]	C34H43N3O3
[Molecular]	541.72
[Form]	Pale Yellow to Very Dark Yellow Solid
[Storage]	Sealed in dry, 2-8°C

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